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218235 Sigma-Aldrich

(−)-Menthone

90%

Synonym: (1R,4S)-p-Menthan-3-one, (2S,5R)-2-Isopropyl-5-methylcyclohexanone

  • CAS Number 14073-97-3

  • Empirical Formula (Hill Notation) C10H18O

  • Molecular Weight 154.25

  •  Beilstein/REAXYS Number 2041368

  •  EC Number 237-926-1

  •  MDL number MFCD00001634

  •  PubChem Substance ID 24853053

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Cell Biology, Chemical Synthesis, Chiral Building Blocks, Elettaria Cardamomum (Cardamom),
vapor pressure   0.5 mmHg ( 20 °C)
assay   90%
optical activity   [α]20/D −20°, neat
impurities   5% isomenthone
refractive index   n20/D 1.45 (lit.)
bp   207-210 °C (lit.)
density   0.893 g/mL at 20 °C (lit.)
SMILES string   CC(C)[C@@H]1CC[C@@H](C)CC1=O
InChI   1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1
InChI key   NFLGAXVYCFJBMK-BDAKNGLRSA-N

Description

General description

(-)-Menthone is a monoterpenoid compound found in the essential oil extracted from the maturing peppermint (Mentha piperita L.) leaves.

Application

(-)-Menthone may be used to synthesize chiral neomenthyl derivatives, optically pure α-ferrocenylalkylamines and optically active polyalkylcyclohexanones.

Packaging

25, 100 g in poly bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 218235.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
WGK Germany 
1
Flash Point(F) 
163.4 °F
Flash Point(C) 
73 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

GC Analysis of Peppermint Essential Oil on SUPELCOWAX® 10

From our library of Articles, Sigma-Aldrich presents GC Analysis of Peppermint Essential Oil on SUPELCOWAX® 10
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification, Size-exclusion chromatography

Peer-Reviewed Papers
15

References

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